Head of Regional Sales (Northeast)
Remote · United States
Job Summary
Lead regional sales across the Northeast (covering New York, Massachusetts, Connecticut, and New Jersey) and own regional performance, agency relationships, and go-to-market execution. Manage a high-performing regional sales team, collaborate with underwriting, product, operations, and marketing, drive growth and territory health, ensure disciplined pipeline management, and represent SageSure in the Northeast through agency visits and industry events. Drive adoption of Salesforce and other sales tools, provide executive-ready regional reporting, and manage regional travel and budgets. Requires extensive insurance sales leadership experience and a data-driven, cross-functional, executive-present communication style.
Required Qualifications
- Bachelor’s degree in business, finance, marketing, or related field (or equivalent experience)
- Extensive experience in insurance sales leadership, preferably within property, personal lines, or catastrophe-exposed markets
- Proven success leading regional sales teams and driving measurable growth across complex, competitive territories
- Strong understanding of Northeast insurance markets, agency distribution models, and regulatory considerations
- Demonstrated ability to hold teams accountable to activity, execution standards, and business outcomes
- Data-driven mindset with experience using CRM systems, dashboards, and analytics to manage performance
- Strong executive presence with the ability to influence senior leaders, agency principals, and cross-functional partners
- Excellent communication skills, both written and verbal, with the ability to deliver clear, compelling messages
- Comfort operating in a matrixed organization and partnering across underwriting, product, operations, and marketing
- Familiarity with Salesforce, BI tools, and performance scorecards
- Prior experience working within an MGU, carrier, or specialty insurance platform
Desired Qualifications
- Bachelor's degree in business, finance, marketing, or related field (or equivalent experience)
- Extensive experience in insurance sales leadership, preferably within property, personal lines, or catastrophe-exposed markets
- Proven success leading regional sales teams and driving measurable growth across complex, competitive territories
- Strong understanding of Northeast insurance markets, agency distribution models, and regulatory considerations
- Demonstrated ability to hold teams accountable to activity, execution standards, and business outcomes
- Data-driven mindset with experience using CRM systems, dashboards, and analytics to manage performance
- Strong executive presence with the ability to influence senior leaders, agency principals, and cross-functional partners
- Excellent communication skills, both written and verbal, with the ability to deliver clear, compelling messages
- Comfort operating in a matrixed organization and partnering across underwriting, product, operations, and marketing
- Familiarity with Salesforce, BI tools, and performance scorecards
- Prior experience working within an MGU, carrier, or specialty insurance platform
- Bachelor’s degree in business, finance, marketing, or related field (or equivalent experience) (duplicated in required qualifications from posting)
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